Reaction #44875

ord-f421c7f7466e48a39f178fd0a01ee711

Reaction equation

CC(C)(C)OC(=O)NCC1(O)CCNCC1
tert-butyl [(4-hydroxypiperidin-4-yl)methyl]carbamate
COC(=O)C1(CI)CCCCC1
methyl 1-(iodomethyl)cyclohexanecarboxylate
→
COC(=O)C1(CN2CCC(O)(CNC(=O)OC(C)(C)C)CC2)CCCCC1
title compound
COC(=O)C1(CN2CCC(O)(CNC(=O)OC(C)(C)C)CC2)CCCCC1
Methyl 1-[(4-{[(tert-butoxycarbonyl)amino]methyl}-4-hydroxypiperidine-1-yl)methyl]cyclohexanecarboxylate

Reactants

CC(C)(C)OC(=O)NCC1(O)CCNCC1
tert-butyl [(4-hydroxypiperidin-4-yl)methyl]carbamate
COC(=O)C1(CI)CCCCC1
methyl 1-(iodomethyl)cyclohexanecarboxylate

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The title compound was prepared by a method similar to that shown in the Step 2 of Example 3 by using tert-butyl [(4-hydroxypiperidin-4-yl)methyl]carbamate (Chem. Pharm. Bull., 2002, 50 (9) 1187-1194) and methyl 1-(iodomethyl)cyclohexanecarboxylate (Step 1 of Example 6).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07737163B2uspto-grants-2010_06